N-L-Valyl-1,3,4,6-tetra-O-acetyl-α-D-glucosamin | 47680-95-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-L-Valyl-1,3,4,6-tetra-O-acetyl-α-D-glucosamin
• CAS: 47680-95-5
• 化学式: C₁₉H₃₀N₂O₁₀
• 分子量: 446.455
• InChiKey: DXQAGXKMWZHVOP-QCQTWIRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.83
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  169.55
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-L-Valyl-1,3,4,6-tetra-O-acetyl-α-D-glucosamin 在 sodium methylate 、 sodium cyanoborohydride 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 6.25h， 生成 2-(N-(2-(5,5-dimethyl-1,3-dioxane-2-yl)ethyl)valinyl)amino-2-deoxy-D-glucopyranoside
  参考文献：
  名称：

  Design, synthesis and evaluation of a novel class of glucosamine mimetic peptides containing 1,3-dioxane

  摘要：

  A number of novel 2-(N-(2-(5,5-dimethyl-1,3-dioxane-2-yl)ethyl)aminoacyl)amino-2-deoxy-D-glucopyranoside were synthesized from a readily available starting material, glucosamine, 2,2-dimethyl-1,3-propanediol and 1,1,3,3-tetramethoxypropane, and evaluated for their anti-inflammatory activity. Our results showed that all of the compounds tested exhibited a significant inhibition of xylene-induced inflammation in mice. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.062
• 作为产物：
  描述：

  1,3,4,6-tetra-O-acetyl-2-(N-Boc-valinylamino)-2-deoxy-α-D-glucopyranoside 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 N-L-Valyl-1,3,4,6-tetra-O-acetyl-α-D-glucosamin
  参考文献：
  名称：

  Design, synthesis and evaluation of a novel class of glucosamine mimetic peptides containing 1,3-dioxane

  摘要：

  A number of novel 2-(N-(2-(5,5-dimethyl-1,3-dioxane-2-yl)ethyl)aminoacyl)amino-2-deoxy-D-glucopyranoside were synthesized from a readily available starting material, glucosamine, 2,2-dimethyl-1,3-propanediol and 1,1,3,3-tetramethoxypropane, and evaluated for their anti-inflammatory activity. Our results showed that all of the compounds tested exhibited a significant inhibition of xylene-induced inflammation in mice. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.062